Sodium Iodide → 3-[4-[1-(6-Chloro-1,2-benzisothiazol-3-yl)-4-piperazinyl]butyl]-1-thia-3-azaspiro[4.5]decan-4-one hydrochloride

HRID 2392810Notes

Reaction equation

HRID 2392810 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:10][C:9]2([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[S:8](=O)[CH2:7]1.[Cl:17][C:18]1[CH:32]=[CH:31][C:21]2[C:22]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:23][S:24][C:20]=2[CH:19]=1.C([O-])([O-])=[O:34].[K+].[K+].[Na+].[I-]>C(#N)C>[ClH:17].[Cl:17][C:18]1[CH:32]=[CH:31][C:21]2[C:22]([N:25]3[CH2:30][CH2:29][N:28]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]4[C:10](=[O:34])[C:9]5([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]5)[S:8][CH2:7]4)[CH2:27][CH2:26]3)=[N:23][S:24][C:20]=2[CH:19]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 104911256-Chloro-1,2-benzisothiazol-3-yl piperazineHCID 569960223-(4-Bromobutyl)-1-thia-3-azaspiro[4.5]decanone

Product 1

HCID 148561853-[4-[1-(6-Chloro-1,2-benzisothiazol-3-yl)-4-piperazinyl]butyl]-1-thia-3-azaspiro[4.5]decan-4-one hydrochlorideYield 76.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 3-(4-bromobutyl)-1-thia-3-azaspiro[4.5]decanone (2.7 g), 6-chloro-1,2-benzisothiazol-3-yl piperazine (2.0 g), K2CO3 (2.2 g) and NaI (200 mg) in acetonitrile (100 ml) was heated at 80° C. for 8 hours and the product was processed in substantially the same manner as in Example 10 to afford 1.557 g of solid, m.p. 202°-205° C.

Sources & evidence

ORD record
ord-ef047d15ac1845c7b00b4144ad9aa5c1
Source dataset
uspto-grants-1998_09
Patent number
US05801186

Reaction notes

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